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Triethylamine → tert-Butyl 4-[2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]piperidine-1-carboxylate

HRID 716712
ノート
印刷プレビュー

反応式

HRID 716712 の反応式
Br[CH2:2][C:3]([CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)=O.[O:18]1[CH2:23][CH2:22][CH:21]([C:24]([NH2:26])=[O:25])[CH2:20][CH2:19]1.CCN(CC)CC.CC(OC(OC(OC(C)(C)C)=O)=O)(C)C>CN1C(=O)N(C)CCC1.O.ClCCl>[O:18]1[CH2:23][CH2:22][CH:21]([C:24]2[O:25][CH:2]=[C:3]([CH:5]3[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]3)[N:26]=2)[CH2:20][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8471TriethylamineHCID 90495Di-tert-butyl dicarbonateHCID 13197203Oxane-4-carboxamideHCID 18187487tert-Butyl 4-(2-Bromoacetyl)piperidine-1-carboxylate

生成物 1

HCID 70171103tert-Butyl 4-[2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]piperidine-1-carboxylate

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒
HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-溶媒

実験手順

tert-Butyl 4-(bromoacetyl)piperidine-1-carboxylate (1.07 g, 3.49 mmol) and tetrahydro-2H-pyran-4-carboxamide (0.95 g, 7.36 mmol) were mixed heated in DMPU (6.99 mL) at 150° C. for 4 hrs. LC-MS indicated that the reaction was completed and the product showed loss of Boc group. Et3N (1.46 mL, 10.5 mol) and Boc2O (0.915 g, 4.19 mmol) were added and the mixture was stirred at RT for 30 min. The reaction was diluted with water and dichloromethane. The two layers were separated and the organic layer was extracted with dichloromethane. The combined organic layers were washed with H2O (twice) and brine, dried over Na2SO4, filtered and conc. The crude (still containing DMPU) was used without purification. LC-MS: [M+H]+=337.4.

後処理

  1. customThe two layers were separated
  2. extractionthe organic layer was extracted with dichloromethane
  3. washThe combined organic layers were washed with H2O (twice) and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customconc. The crude (still containing DMPU) was used without purification

出典と根拠

ORDレコード
ord-59ee269021374425940789826f7f61ca
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09193697B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート